KETAMINE

Search structure
Synonyms:
Status: Approved (1970)
Entry Type: Small molecule
Molecule Category: Parent
ATC: N01AX03
UNII: 690G0D6V8H

Structure
InChI Key YQEZLKZALYSWHR-UHFFFAOYSA-N
Smile CNC1(c2ccccc2Cl)CCCCC1=O
InChI
InChI=1S/C13H16ClNO/c1-15-13(9-5-4-8-12(13)16)10-6-2-3-7-11(10)14/h2-3,6-7,15H,4-5,8-9H2,1H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C13H16ClNO
Molecular Weight 237.73
AlogP 2.9
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 2.0
Polar Surface Area 29.1
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 16.0

Pharmacology

Primary Target
GluN2C
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Ion channel Ligand-gated ion channel Ionotropic glutamate receptor NMDA receptor
- 610-10000 - 180-180 -
Ion channel Ligand-gated ion channel Nicotinic acetylcholine receptor Nicotinic acetylcholine receptor alpha subunit
- 4950-11100 - - 0
Ion channel Voltage-gated ion channel Potassium channels Two-pore domain potassium channel
- - - - 7
Ion channel Voltage-gated ion channel Voltage-gated calcium channel
- 1800 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Wounds and Injuries 3 D014947 ClinicalTrials
Pain 3 D010146 ClinicalTrials
Postoperative Complications 3 D011183 ClinicalTrials
Neoplasms 3 D009369 ClinicalTrials
Obesity, Morbid 3 D009767 ClinicalTrials
Suicidal Ideation 3 D059020 ClinicalTrials
Anemia, Sickle Cell 3 D000755 ClinicalTrials
Fractures, Bone 3 D050723 ClinicalTrials
Bipolar Disorder 3 D001714 ClinicalTrials
Neuralgia 3 D009437 ClinicalTrials
Depressive Disorder 3 D003866 ClinicalTrials
Alcoholism 3 D000437 ClinicalTrials
Shock, Septic 3 D012772 ClinicalTrials
Mucositis 3 D052016 ClinicalTrials
Headache 3 D006261 ClinicalTrials
Status Epilepticus 3 D013226 ClinicalTrials
Status Asthmaticus 3 D013224 ClinicalTrials
Delirium 3 D003693 ClinicalTrials
Renal Colic 3 D056844 ClinicalTrials
Chronic Pain 3 D059350 ClinicalTrials
Depression, Postpartum 3 D019052 ClinicalTrials
Depressive Disorder, Major 3 D003865 ClinicalTrials
Depressive Disorder 3 D003866 ClinicalTrials
Pharyngitis 3 D010612 ClinicalTrials
Rib Fractures 3 D012253 ClinicalTrials
Bronchial Spasm 2 D001986 ClinicalTrials
Severe Acute Respiratory Syndrome 2 D045169 ClinicalTrials
Severe Acute Respiratory Syndrome 2 D045169 ClinicalTrials
Heart Septal Defects, Ventricular 2 D006345 ClinicalTrials
Epilepsy 2 D004827 ClinicalTrials
Coronavirus Infections 2 D018352 ClinicalTrials
Obsessive-Compulsive Disorder 2 D009771 ClinicalTrials
Temporomandibular Joint Disorders 2 D013705 ClinicalTrials
Fractures, Multiple 2 D000069076 ClinicalTrials
Cocaine-Related Disorders 2 D019970 ClinicalTrials
Depressive Disorder, Treatment-Resistant 2 D061218 ClinicalTrials
Respiratory Distress Syndrome 2 D012128 ClinicalTrials
Complex Regional Pain Syndromes 2 D020918 ClinicalTrials
Subarachnoid Hemorrhage 2 D013345 ClinicalTrials
Child Development Disorders, Pervasive 2 D002659 ClinicalTrials
Paget Disease, Extramammary 2 D010145 ClinicalTrials
Ischemic Stroke 2 D000083242 ClinicalTrials
Borderline Personality Disorder 2 D001883 ClinicalTrials
Hypertrophy 2 D006984 ClinicalTrials
Breast Neoplasms 2 D001943 ClinicalTrials
Lung Neoplasms 2 D008175 ClinicalTrials
Brain Injuries 2 D001930 ClinicalTrials
Strabismus 2 D013285 ClinicalTrials
Rett Syndrome 2 D015518 ClinicalTrials
Stress Disorders, Post-Traumatic 2 D013313 ClinicalTrials
Marijuana Abuse 1 D002189 ClinicalTrials
Schizophrenia 1 D012559 ClinicalTrials
Substance-Related Disorders 1 D019966 ClinicalTrials
Cognitive Dysfunction 1 D060825 ClinicalTrials
Sepsis 1 D018805 ClinicalTrials
Fatigue 1 D005221 ClinicalTrials
Tobacco Use Disorder 1 D014029 ClinicalTrials
Heart Arrest 1 D006323 ClinicalTrials
Mental Disorders 1 D001523 ClinicalTrials
Opioid-Related Disorders 1 D009293 ClinicalTrials
Perceptual Disorders 1 D010468 ClinicalTrials
Stroke 1 D020521 ClinicalTrials
Radius Fractures 0 D011885 ClinicalTrials
Phobia, Social 0 D000072861 ClinicalTrials
Hemorrhoids 0 D006484 ClinicalTrials

Related Entries

MCS

Scaffolds

Salt

Cross References

Resources Reference
CAS NUMBER 6740-88-1
ChEBI 6121
ChEMBL CHEMBL742
DrugBank DB01221
DrugCentral 1523
EPA CompTox DTXSID8023187
FDA SRS 690G0D6V8H
Human Metabolome Database HMDB0015352
Guide to Pharmacology 4233
KEGG C07525
PharmGKB PA450144
PubChem 3821
SureChEMBL SCHEMBL17084881
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